Category: 57381-51-8

Electric Literature of 57381-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 4-Chloro-2-fluoro-5-nitrobenzonitrileA mixture of 4-chloro-2-fluorobenzonitrile (4.62 g; 29.7 mmol) in cone. H2S04 (42 mL) was treated dropwise with cone. HN03 (3.9 mL) at 1-2 C. After stirring at 1-2 C for 2 h the mixture was poured into ice and filtered.Yield: 5.18 g (87%).

The synthetic route of 4-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; KUELZER, Raimund; MACK, Juergen; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/76672; (2012); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H3ClFN

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 57381-51-8.

Reference:
Article; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
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Related Products of 57381-51-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 14 2-(4-Chloro-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazole To a solution of 4-chloro-2-fluoro-benzonitrile (1 g, 6.428 mmol) in ethanol (10 mL) were added sodium ethoxide solution (4.8 mL, 12.86 mmol, 21% wt in ethanol). The reaction mixture was heated at gently reflux for 12 h. The solvent was removed and the residue was partitioned between water (10 mL) and diethyl ether (20 mL). The layers were separated and the product was extracted with diethyl ether (20 mL). The organic layers were washed with brine (5 mL) and dried over anhydrous sodium sulfate. The solid was filtered off, and the filtrate was concentrated in vacuo. Purification of the residue by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 5% ethyl acetate in hexanes yielded 4-chloro-2-ethoxy-benzonitrile (670 mg, 57%). Hydrogen chloride gas was passed through a solution of 4-chloro-2-ethoxy-benzonitrile (670 mg, 3.689 mmol) in anhydrous ethanol (25 mL) cooled to 0 C. After 45 min, the hydrogen chloride gas was stopped and the reaction vessel was sealed with a Teflon stopper. It was stirred at room temperature for 5 d. The reaction vessel was cooled to 0 C. and the stopper was removed. The solvent was removed and the residue was triturated in diethyl ether to afford ethyl 4-chloro-2-ethoxy-benzimidate hydrochloride (913 mg, 94%). It was used without further purification. To a solution of meso-1,2-bis-(4-chloro-phenyl)-ethane-1,2-diamine (810 mg, 2.879 mmol) and ethyl 4-chloro-2-ethoxy-benzimidate hydrochloride (913 mg, 3.455 mmol) in ethanol (10 mL) was added triethylamine (605 muL, 4.319 mmol). The reaction mixture was heated at gentle reflux for 4 h. The solvent was evaporated to dryness and the residue was purified by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 70% ethyl acetate in hexanes to afford 2-(4-chloro-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazole (1.045 g, 81%). HR-MS (ES, m/z) calculated for C23H20N2OCl3 [(M+H)+]445.0636, observed 445.0644.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffmann-La Roche Inc.; US6617346; (2003); B1;,
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Electric Literature of 57381-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

b 4-Chloro-2-{[3-(Methylamino)-1-Phenylpropyl]Thio]Benzonitrile Hydrochloride [3-(Acetylthio)-3-phenylpropyl]methylcarbamic acid 1,1-dimethylethyl ester (300 mg, 0.928 mmol) in ethanol (20 ml) was treated with sodium hydroxide in water (5 ml) followed by 4-chloro-2-fluorobenzonitrile (144 mg, 0.928 mmol) and the mixture stirred at room temperature under nitrogen overnight. The reaction mixture was heated under reflux for 0.5 h, cooled, poured into water and extracted with ethyl acetate which was washed with brine and dried over magnesium sulphate. The solvent was evaporated and the residue eluted down a flash chromatography column using ether/isohexane (3:7) as eluent to give 160 mg of the carbamate protected product as a colourless oil. This material was stirred with 4M hydrogen chloride in dioxan (6 ml) for 1.5 h, evaporated, triturated with ether to give the title compound (122 mg, 37%) as a colourless solid. MS APCI+vem/z317 ([M+H]+). 1H NMR 300 MHz (d6-DMSO) 8.76 (2H, brs), 7.83 (1H, d), 7.71 (1H, d), 7.48 (1H, d of d), 7.43-7.26 (5H, m), 4.96 (1H, t), 2.94 (1H, br m), 2.75 (1H, br m), 2.50 (3H, s), 2.28 (2H, m).

The synthetic route of 4-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; Millichip, Ian; US2003/73685; (2003); A1;,
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Synthetic Route of 57381-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 4-Chloro-2-fluoro-5-nitrobenzonitrileA mixture of 4-chloro-2-fluorobenzonitrile (4.62 g; 29.7 mmol) in cone. H2S04 (42 mL) was treated dropwise with cone. HN03 (3.9 mL) at 1-2 C. After stirring at 1-2 C for 2 h the mixture was poured into ice and filtered.Yield: 5.18 g (87%).

The synthetic route of 4-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; KUELZER, Raimund; MACK, Juergen; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/76672; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 57381-51-8, Recommanded Product: 57381-51-8

[00088] To a stirred solution of 4-chloro-2-fluorobenzonitrile 15 (1 g, 6.41 mmol) in DMF (25mL) under inert atmosphere was added cesium carbonate (2.30 g, 7.05 mmol) at RT; heated to40 C and to this was added (4-methoxyphenyl) methanethiol 8 (1.08 g, 7.05 mmol); heated to 60C and stirred for 2 h. The reaction was monitored by TLC; after completion of the reaction, thereaction mixture was diluted with water (20 mL) and extracted with EtOAc (2 x 25 mL). Thecombined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo toobtain the crude. The crude was purified through silica gel column chromatography using 4%EtOAc/ hexanes to afford compound 16 (900 mg, 48%) as white solid. TLC: 10% EtOAc/hexanes (R 0.6); 1H-NMR (CDC13, 400 MHz): oe 7.51 (d, J 8.4 Hz, 1H), 7.33 (s, 1H), 7.23-7.20 (m, 3H), 6.84 (d, J= 8.4 Hz, 2H), 4.19 (s, 2H), 3.79 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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Nitriles – Chemistry LibreTexts

Application of 57381-51-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 57381-51-8 name is 4-Chloro-2-fluorobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a 3 L round bottom flask were added 4-chloro-2-fluorobenzonitrile (100 g, 0.64 mol) and methyl thioglycolate (70.0 ml, 0.77 mol) add 1.2 L of N, N-dimethylformamide and lower the internal temperature to -5 C. Sodium tert-butoxide (93.67 g, 0.96 mol) is slowly added, ensuring that the internal temperature does not exceed 0 C. After stirring at room temperature for 2 hours, Drop the reaction slowly into cold water. The resulting solid was stirred at room temperature, filtered, Drying afforded intermediate A-1. (142.9 g, 92%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Samsung SDI Co., Ltd; Samsung Electronics Co., Ltd.; Kim Byeong-gu; Kang Gi-uk; Kim Hyeong-seon; Ryu Dong-wan; Shin Chang-ju; Lee Han-il; Jang Gi-po; Jeong Seong-hyeon; (69 pag.)KR2019/32884; (2019); A;,
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Application of 57381-51-8,Some common heterocyclic compound, 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, molecular formula is C7H3ClFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To commercially available 2-fluoro-4-chlorobenzonitrile 15a (2 g,12.8 mmol) dimethylamine (4equiv., 3.5 ml) was added and the solution was heated in closed vessel at 80C overnight. The reaction was evaporated and the residue was dissolved in AcOEt and washed with water and brine. The residue was purified by chromatographic column using EtOAc 1 / petroleum ether 9 as eluant obtaining 1.95 g of a transparent oil. Yield = 87% ‘HNMR (DMSO, 200 MHz) delta 3.01 (6H, s), 6.91 (1H, dd, J = 8.4 Hz, J’ = 2 Hz), 7.02 (1H, d, J = 2 Hz), 7.60 (1H, d, J = 8.4 Hz)

The synthetic route of 57381-51-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 57381-51-8 as follows. Recommanded Product: 57381-51-8

Example 19: Scheme G2; Potassium tert-butoxide (2.1 equiv., 13.5 mmol, 1.51 g) was added to a stirred solution of 4-chloro-2-fluorobenzonitrile (G2.1) (1 equiv., 6.43 mmol, 1.0 g) and 3-amino-6- chloropyridine (1 equiv., 6.43 mmol, 0.826 g) in DMSO (3 ml). The reaction mixture was stirred at room temperature for 0.5 h. Water was added, the resulting precipitate was filtered off and washed successively with water, isopropanol and isopropyl ether to give G2.2 (1.17 g, yield = 69%).

According to the analysis of related databases, 57381-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2008/37784; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 57381-51-8, category: nitriles-buliding-blocks

General procedure: Two runs were set side by side. A Schlenck tube was loadedwith [RuCl2(p-cymene)]2 (7.7 mg, 0.0125 mmol, 2.5 mol%), L3 (9.8 mg, 0.025 mmol, 5 mol%),K2CO3 (173 mg, 1.25 mmol), The tube was backfilled with Ar (3 ×). Under light backflow of Ar, NMP (2.5 mL) was added, followed by the required substrate (1c-1e) (0.6 mmol), and p-chloroanisole (2a;62 L, 71 mg, 0.5 mmol). The tube was sealed and the reaction mixture was stirred at 140 C for 24hours. After cooling to room temperature, the reaction mixtures from both tubes were combined in H2O(40 mL) and EtOAc (20 mL). The organic phase was separated and washed with H2O (3 × 30 mL),dried (MgSO4), filtered, and concentrated under reduced pressure. The monoarylated products (major)were isolated after flash chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Li, You-Gui; Wang, Zhen-Yu; Zou, Ya-Ling; So, Chau-Ming; Kwong, Fuk-Yee; Qin, Hua-Li; Kantchev, Eric Assen B.; Synlett; vol. 28; 4; (2017); p. 499 – 503;,
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